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Buy One Wedding, Get a Honeymoon Free

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One time I went to Dubai for my honeymoon, except it wasn’t really my honeymoon. I was traveling with Stephanie, my longtime friend, travel hacking colleague, and frequent travel companion. Even though she is basically a member of my family, Stephanie and I aren’t partners in the romantic sense—which occasionally leads to humorous encounters when we travel.

For some reason, our hotel in Dubai had gotten the idea that it was our honeymoon. When they assigned us a luxury three-bedroom apartment as our room, we may have failed to correct their impression. We did, however, express our gratitude for the free champagne they also gave us.


Announcing the Side Hustle Book: Coming September 19, 2017 (+ 100 City Tour!)

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On September 19th, my new book, Side Hustle, will launch—and I can't wait to share it with you!

After much debate, here's the cover, as selected by a panel of readers who had a lot of strong opinions. 😃

The book builds on the lessons of my daily podcast, Side Hustle School, and presents a step-by-step, 27-day plan to help you create a new source of income without quitting your day job.


The Movie of Your Life, Part II

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A while back I wrote about the idea of your life as a movie, with you as the director. When you go through your archives in post-production, you might stumble on a scene that feels particularly surreal.

In those times, you may want to ask yourself, “Why did I put this scene in my movie?"

With the benefit of perspective, I realize that some of the scenes in my movie are a little surreal. Looking back on those scenes, it's easy to wonder, “Did that really happen?”


The Myth of the Self-Made Man

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Arnold Schwarzenegger on being a self-made man:

“I always tell people that you can call me anything that you want, but don’t ever, ever call me a self-made man. It gives the wrong impression, that we can do it alone. None of us can. The whole concept of the self-made man or woman is a myth. I would have never made it in my life without the help.

I want you to understand this because as soon as you know you are here because of a lot of help, then you also understand that now it’s time to help others. That’s what this is all about.”


Escape for a Life-Changing Weekend or Build Your Small Business: Two Upcoming Events

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As mentioned a few days ago, WDS 2017 is sold out, but you can still register for Academies. These are half-day workshops on a variety of topics, ranging from productivity to wellness and everything in between.

We've noticed that Academies are one of the most popular parts of the WDS experience. You'll learn new skills and make new friends. Oh, and if you're traveling in just for Academies, you won't be the only one—every year there are a lot of folks who make the trek.

--> Check out the lineup and join us in Portland next month!

Whether you're part of WDS or not, here are two other events you should consider attending.


This “1-3-5 Rule” Can Completely Change Your To-Do List

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Do you have a cluttered and crowded to-do list? Do you try to get everything accomplished, only to burn out and end up feeling further behind? If so, you're not alone.

While reading The New Rules of Work, a new book by co-founders of The Muse, I stumbled on an alternative to-do list strategy that I thought was worth sharing:

On any given day, assume that you can only accomplish one big thing, three medium things, and five small things, and narrow down your to-do list to those nine items.


This Canadian Woman Is Running a Half-Marathon Every Day for 70 Days in a Row

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In January of this year, I heard from Emily Rudow in Toronto. Emily had just finished running 10k (6.1 miles) every day for 31 consecutive days. I thought that was pretty cool!

But it turns out she was just getting started. Emily is now undertaking a much bigger quest: to set a Guinness World Record by running a half-marathon for more consecutive days than anyone else.


The Best Productivity Hack Is to Care About What You Do

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I’m heading out to speak at a tech conference this week. The conference will undoubtedly have many smart people in attendance. In fact, I don’t think it’s self-depreciating to assume that most of them are a lot smarter than me. It's just true.

Continuing with the theme of “Is this really what it’s about in the world of productivity?”, a common question I get at these events is “Tell us about your productivity hacks.” This question usually comes from someone who’s not only smarter, but also most likely far more organized than me.


”If You Can Invest in Someone Else’s Company, You Can Invest in Yourself”

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On an upcoming episode of Side Hustle School, I tell the story of someone who obtained a patent for a special kind of mittens for runners. Unlike a $100 Startup, getting a patent is not an easy or cheap process. It look several years and more than $5,000.

Still, she stuck with it because she believed in the idea and was convinced of its value. When she asked one friend where she was going to get the money, he said, “Do you own any stocks?” She said yes.

“If you can invest in someone else’s company,” he told her, "you can invest in yourself. Sell the stocks!”


How to be Everything: A guide for those who (still) don’t know what they want to be when they grow up

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"What do you want to be when you grow up?"

It's a familiar question we're all eventually asked as kids. While seemingly harmless, the question has unintended consequences. It can make you feel like you need to choose one job, one passion, one thing to be about.

Guess what? You don’t.

Having a lot of different interests, projects and curiosities doesn't make you a "jack-of-all-trades, master of none." Your endless curiosity doesn't mean you are broken or flaky. What you are is a multipotentialite: someone with many interests and creative pursuits. And as Emilie Wapnick would say, that may actually be your biggest strength.


The Key to Productivity Isn’t More Rest, It’s Intentionality

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It's tempting to think this is the answer. Just take it easy. It will come to you.

And sure, maybe it will.

I just know that for me, there’s more to it than "work in the morning, sit around and think in the afternoon." That’s how it’s always, always been.

The answer isn’t only “work hard all the time,” because of course you can work hard all the time on the wrong things. But I don’t think the answer is to coast either.

It’s more like: find the right thing, then give it all you’ve got. A two-step plan, essentially.


101 Stories of People with Day Jobs Creating Side Hustles

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On January 1, I began a new project: to publish a story every day of someone who starts an income-generating project (a "side hustle") without quitting their day job.

The project failed and I decided to give up. Just kidding! We are relentlessly moving along, publishing story after story—and it's getting better and better!

I recently completed the first 100 days. There's much more to come, but I'm excited about everything I've learned since beginning back in January.

If you're just joining in, you can also catch up on any recent episode from the links below.
Download all episodes from each month:

January | February | March | April


“We Run Away from Desperation:” Thoughts on Pursuing a Creative Idea

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I recently recorded a Side Hustle School episode about Michelle D’Avella, a designer who spent several years building a blog before turning it into a full-time income.

The first year she started her blog, she made $0. Last year, after experimenting with a series of virtual workshops and mentoring sessions, she made $50,000. The success isn’t just about making money, it’s also (maybe even more importantly) about finding work she believes in.

Her advice to others is to create from a place of joy.

"Don’t put so much pressure on figuring it all out, but make sure what you’re doing is something you can feel good about. When we create from joy, people feel it. When we create from lack, people feel it too. We run away from desperation."


How Do You Know If Your Idea Is Worth Pursuing?

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Creative people usually have no shortage of ideas of things they'd like to do. The greater challenge is: how do you know which ideas are worth pursuing, and which should be abandoned or just put on hold for now?

Here’s one way: consider the amount of time you spend thinking about the idea, even as you go on to other things.

I don’t just mean when you have an idea and you think about it a lot the same day. I mean when you have an idea, and you think about it for a while before putting it aside... and then it comes back to you the next day. Then a week goes by, and you realize you’ve thought about it almost every day.


Tired of Negativity? Try a Newspaper Full of Good News

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What should we do about the world falling apart? You know—the rise in hate crime, marked partisanship, loss of democracy, weakened institutions, and so on?

Yeah. It's tough. Let me know when you figure it out.

In the meantime, I've been following a crowdfunding campaign for a product I really like. Check out the video to see what it's all about: